Bed and breakfast in Middletown, CT

5 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Middletown, CT bed and breakfast
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

5 Bed and Breakfasts and Inn in Middletown, CT

Best Middletown, CT bed and breakfasts with breakfast included

Higganum House B&b - Middletown, CT
9.4 176 reviews
Middletown, CT
13/07 – 10/08
A$340/nighttotal: A$9520 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is located in the village of Higganum, just a short drive from the Goodspeed Opera House and the historic town of Haddam. The B&B enjoys excellent ratings for its cleanliness, location and overall experience.
The accommodation offers a choice of rooms with garden views and some have kitchenettes. Guests can enjoy a continental breakfast, relax by the outdoor fireplace or barbecue in the garden, and explore nearby hiking and cycling trails.
Higganum House B&b - Middletown, CT
Middletown, CT
13/07 – 10/08
A$345/nighttotal: A$9660 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is situated in Higganum, Connecticut, approximately 4 kilometres from Haddam's town centre and close to Higganum Reservoir State Park, offering easy access to hiking and fishing.
This guest house provides one bathroom, free Wi-Fi, on-site parking, and outdoor recreational facilities including a picnic area and barbecue, perfect for a relaxing break.

Best Middletown, CT bed and breakfasts with a garden

Acorn Acres - 1 King Master Suite Daily Rates - Middletown, CT
9.1 86 reviews
Middletown, CT
13/07 – 10/08
A$96/nighttotal: A$2688 (28 )

Acorn Acres - 1 King Master Suite Daily Rates

1 2
B&B , Portland
This charming bed and breakfast is situated in a peaceful wooded area just outside of Portland, offering a tranquil escape while still being within easy reach of the city's attractions. The property has received excellent ratings for its cleanliness, location, and overall guest experience.
The guesthouse provides a private entrance on the second floor, accommodating up to two guests. Enjoy the spacious room with vaulted ceilings, a private bathroom, and a scenic view of the forest, as well as the outdoor jacuzzi, BBQ area, and a large garden.
Higganum House B&b - Middletown, CT
Middletown, CT
13/07 – 10/08
A$345/nighttotal: A$9660 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is situated in Higganum, Connecticut, approximately 4 kilometres from Haddam's town centre and close to Higganum Reservoir State Park, offering easy access to hiking and fishing.
This guest house provides one bathroom, free Wi-Fi, on-site parking, and outdoor recreational facilities including a picnic area and barbecue, perfect for a relaxing break.
Higganum House B&b - Middletown, CT
9.4 176 reviews
Middletown, CT
13/07 – 10/08
A$340/nighttotal: A$9520 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is located in the village of Higganum, just a short drive from the Goodspeed Opera House and the historic town of Haddam. The B&B enjoys excellent ratings for its cleanliness, location and overall experience.
The accommodation offers a choice of rooms with garden views and some have kitchenettes. Guests can enjoy a continental breakfast, relax by the outdoor fireplace or barbecue in the garden, and explore nearby hiking and cycling trails.
Sunny Room,en -Suite Bathroom In Historic Mansion - Middletown, CT
9.3 47 reviews
Middletown, CT
13/07 – 10/08
A$215/nighttotal: A$6020 (28 )

Sunny Room,en -Suite Bathroom In Historic Mansion

1 2
B&B , Haddam
This charming bed and breakfast is located in Higganum, a village in the Connecticut River Valley, just 32 kilometres from the Connecticut shoreline and a 3-hour drive from both New York City and Boston. Guests consistently rate the property excellent for its location, cleanliness, and overall experience.
The accommodation is a historic 1841 Italianate mansion with a large double parlor living room perfect for relaxing evenings. Guests can enjoy a continental breakfast in the guest parlor, a beautiful garden, and easy access to the charming village of Haddam, the Connecticut River, and surrounding attractions.

Frequently asked questions about bed and breakfast in Middletown, CT

  • What are the must-see sights for first-time visitors on a day trip to Middletown, CT?

    For a day trip, you'd want to see the Wesleyan University campus, which is beautiful, and the Middlesex County Historical Society for local history. The Wadsworth Mansion is also a popular stop, with its grand architecture and gardens.
  • What are the best bed and breakfasts in Middletown, CT?

  • In which districts of Middletown, CT should you consider booking a bed and breakfast?

    The historic district around Main Street is a good choice for bed and breakfasts. You'll be close to shops, restaurants, and attractions, and the area has a charming feel.
  • What are the best bed and breakfasts with a pool in Middletown, CT?

    Oasis In The City, Private Floor - 3 Bedrooms - Modern - Near Downtown and Bright Balcony are the best B&Bs with a pool in Middletown, CT.

  • What is the typical weather in Middletown, CT, and how does it affect outdoor plans?

    Middletown has four distinct seasons. Summers are warm and humid, with temperatures averaging 25°C. Winters can be cold and snowy, with average temperatures around 0°C. Spring and autumn are pleasant, with mild temperatures. You'll want to pack accordingly for your trip!
  • What are the best bed and breakfasts with a jacuzzi in Middletown, CT?

    The best B&B with a jacuzzi in Middletown, CT is Middletown Private Room.

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Middletown, CT?

    A few good spots for solo diners are the Amici Cafe, known for its Italian dishes, and the Tavern on Main, which has a great atmosphere and a good menu.
  • What are the best bed and breakfasts for families and kids in Middletown, CT?

    The best B&Bs for families and kids in Middletown, CT are Oasis In The City, 2 Br Suite Next To Wesleyan and Bright Balcony.

  • What are the best cultural activities and events in and around Middletown, CT?

    Middletown has a vibrant arts scene. The Middletown Arts Center hosts art exhibitions and performances, while the Russell Library has a fantastic collection of books and historical artifacts. The annual Middletown Arts Festival in September is a great event to check out.
  • What are the best pet friendly bed and breakfasts in Middletown, CT?

    The best pet friendly B&Bs in Middletown, CT are 2 Br Suite Next To Wesleyan, Ventures 2 and Middletown Private Room.

  • Which hiking trails are recommended for exploring in and around Middletown, CT?

    The Mattabesett Trail is a popular choice for hiking, with several access points around Middletown. The trail winds through forests and along streams, offering beautiful views of the Connecticut River Valley.
  • What are the best bed and breakfasts with parking in Middletown, CT?

  • What amenities are commonly offered in bed and breakfasts in Middletown, CT?

    Most bed and breakfasts in Middletown offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have amenities like swimming pools, hot tubs, and fireplaces.

Destinations nearby

Best Middletown, CT bed and breakfasts with parking

Higganum House B&b - Middletown, CT
Middletown, CT
13/07 – 10/08
A$345/nighttotal: A$9660 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is situated in Higganum, Connecticut, approximately 4 kilometres from Haddam's town centre and close to Higganum Reservoir State Park, offering easy access to hiking and fishing.
This guest house provides one bathroom, free Wi-Fi, on-site parking, and outdoor recreational facilities including a picnic area and barbecue, perfect for a relaxing break.
Higganum House B&b - Middletown, CT
9.4 176 reviews
Middletown, CT
13/07 – 10/08
A$340/nighttotal: A$9520 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is located in the village of Higganum, just a short drive from the Goodspeed Opera House and the historic town of Haddam. The B&B enjoys excellent ratings for its cleanliness, location and overall experience.
The accommodation offers a choice of rooms with garden views and some have kitchenettes. Guests can enjoy a continental breakfast, relax by the outdoor fireplace or barbecue in the garden, and explore nearby hiking and cycling trails.

Best Middletown, CT bed and breakfasts with air conditioning

Higganum House B&b - Middletown, CT
Middletown, CT
13/07 – 10/08
A$345/nighttotal: A$9660 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is situated in Higganum, Connecticut, approximately 4 kilometres from Haddam's town centre and close to Higganum Reservoir State Park, offering easy access to hiking and fishing.
This guest house provides one bathroom, free Wi-Fi, on-site parking, and outdoor recreational facilities including a picnic area and barbecue, perfect for a relaxing break.
Sunny Room,en -Suite Bathroom In Historic Mansion - Middletown, CT
9.3 47 reviews
Middletown, CT
13/07 – 10/08
A$215/nighttotal: A$6020 (28 )

Sunny Room,en -Suite Bathroom In Historic Mansion

1 2
B&B , Haddam
This charming bed and breakfast is located in Higganum, a village in the Connecticut River Valley, just 32 kilometres from the Connecticut shoreline and a 3-hour drive from both New York City and Boston. Guests consistently rate the property excellent for its location, cleanliness, and overall experience.
The accommodation is a historic 1841 Italianate mansion with a large double parlor living room perfect for relaxing evenings. Guests can enjoy a continental breakfast in the guest parlor, a beautiful garden, and easy access to the charming village of Haddam, the Connecticut River, and surrounding attractions.
Higganum House B&b - Middletown, CT
9.4 176 reviews
Middletown, CT
13/07 – 10/08
A$340/nighttotal: A$9520 (28 )

Higganum House B&b

1 2
B&B , Haddam
Higganum House B&B is located in the village of Higganum, just a short drive from the Goodspeed Opera House and the historic town of Haddam. The B&B enjoys excellent ratings for its cleanliness, location and overall experience.
The accommodation offers a choice of rooms with garden views and some have kitchenettes. Guests can enjoy a continental breakfast, relax by the outdoor fireplace or barbecue in the garden, and explore nearby hiking and cycling trails.
©2026 cozycozy.com